# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a
_database_code_depnum_ccdc_archive 'CCDC 1574336'
_audit_update_record             
;
2017-09-13 deposited with the CCDC.
2018-03-15 downloaded from the CCDC.
;
_audit_creation_date             2017-01-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5292)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H20'
_chemical_formula_sum            'C28 H20'
_chemical_formula_weight         356.44
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   11.0823(6)
_cell_length_b                   8.2233(4)
_cell_length_c                   42.789(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3899.5(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4800
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.4766
_cell_measurement_theta_min      3.6259
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.81795
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_av_unetI/netI     0.0448
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       55
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            17298
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.424
_diffrn_reflns_theta_min         1.904
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3680
_reflns_number_total             4364
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'CIFTAB (Sheldrick, 2013)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.200
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.186
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4364
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0901
_refine_ls_R_factor_gt           0.0752
_refine_ls_restrained_S_all      1.186
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0647P)²+1.2057P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1717
_refine_ls_wR_factor_ref         0.1817
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C6(H6), C8(H8), C9(H9), C11(H11), C13(H13),
 C15(H15), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25),
  C26(H26), C27(H27), C28(H28)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.25691(19) 0.6419(2) 0.79491(4) 0.0404(5) Uani 1 1 d . . . . .
H1 H 0.1839 0.6977 0.7946 0.048 Uiso 1 1 calc R . . . .
C2 C 0.30825(19) 0.6018(3) 0.82278(4) 0.0456(5) Uani 1 1 d . . . . .
H2 H 0.2696 0.6292 0.8413 0.055 Uiso 1 1 calc R . . . .
C3 C 0.42010(19) 0.5186(3) 0.82372(5) 0.0472(5) Uani 1 1 d . . . . .
H3 H 0.4548 0.4934 0.8429 0.057 Uiso 1 1 calc R . . . .
C4 C 0.47726(19) 0.4754(2) 0.79691(5) 0.0444(5) Uani 1 1 d . . . . .
H4 H 0.5506 0.4208 0.7980 0.053 Uiso 1 1 calc R . . . .
C5 C 0.42634(17) 0.5124(2) 0.76704(4) 0.0361(4) Uani 1 1 d . . . . .
C6 C 0.48144(17) 0.4670(2) 0.73896(4) 0.0374(4) Uani 1 1 d . . . . .
H6 H 0.5541 0.4104 0.7395 0.045 Uiso 1 1 calc R . . . .
C7 C 0.42996(16) 0.5047(2) 0.71005(4) 0.0342(4) Uani 1 1 d . . . . .
C8 C 0.48201(17) 0.4540(2) 0.68100(4) 0.0384(5) Uani 1 1 d . . . . .
H8 H 0.5532 0.3942 0.6812 0.046 Uiso 1 1 calc R . . . .
C9 C 0.42992(17) 0.4912(2) 0.65319(4) 0.0390(5) Uani 1 1 d . . . . .
H9 H 0.4658 0.4553 0.6348 0.047 Uiso 1 1 calc R . . . .
C10 C 0.32045(17) 0.5850(2) 0.65153(4) 0.0376(4) Uani 1 1 d . . . . .
C11 C 0.26725(18) 0.6311(2) 0.67913(4) 0.0369(4) Uani 1 1 d . . . . .
H11 H 0.1951 0.6888 0.6784 0.044 Uiso 1 1 calc R . . . .
C12 C 0.31846(17) 0.5938(2) 0.70891(4) 0.0345(4) Uani 1 1 d . . . . .
C13 C 0.26348(17) 0.6390(2) 0.73703(4) 0.0362(4) Uani 1 1 d . . . . .
H13 H 0.1915 0.6971 0.7364 0.043 Uiso 1 1 calc R . . . .
C14 C 0.31368(17) 0.5993(2) 0.76612(4) 0.0357(4) Uani 1 1 d . . . . .
C15 C 0.25995(19) 0.6250(2) 0.62188(4) 0.0408(5) Uani 1 1 d . . . . .
H15 H 0.1771 0.6419 0.6232 0.049 Uiso 1 1 calc R . . . .
C16 C 0.30812(17) 0.6408(2) 0.59292(4) 0.0366(4) Uani 1 1 d . . . . .
C17 C 0.22971(18) 0.6643(2) 0.56495(4) 0.0377(4) Uani 1 1 d . . . . .
C18 C 0.11064(19) 0.6072(2) 0.56379(5) 0.0471(5) Uani 1 1 d . . . . .
H18 H 0.0782 0.5547 0.5811 0.057 Uiso 1 1 calc R . . . .
C19 C 0.0402(2) 0.6278(3) 0.53718(5) 0.0553(6) Uani 1 1 d . . . . .
H19 H -0.0384 0.5885 0.5369 0.066 Uiso 1 1 calc R . . . .
C20 C 0.0864(2) 0.7062(3) 0.51119(5) 0.0571(6) Uani 1 1 d . . . . .
H20 H 0.0391 0.7202 0.4934 0.069 Uiso 1 1 calc R . . . .
C21 C 0.2032(2) 0.7632(3) 0.51193(5) 0.0538(6) Uani 1 1 d . . . . .
H21 H 0.2348 0.8162 0.4946 0.065 Uiso 1 1 calc R . . . .
C22 C 0.27401(19) 0.7425(2) 0.53827(4) 0.0426(5) Uani 1 1 d . . . . .
H22 H 0.3528 0.7814 0.5382 0.051 Uiso 1 1 calc R . . . .
C23 C 0.44121(17) 0.6416(2) 0.58762(4) 0.0358(4) Uani 1 1 d . . . . .
C24 C 0.51384(18) 0.7507(2) 0.60377(4) 0.0413(5) Uani 1 1 d . . . . .
H24 H 0.4786 0.8234 0.6177 0.050 Uiso 1 1 calc R . . . .
C25 C 0.6377(2) 0.7530(3) 0.59951(5) 0.0522(6) Uani 1 1 d . . . . .
H25 H 0.6850 0.8275 0.6104 0.063 Uiso 1 1 calc R . . . .
C26 C 0.6905(2) 0.6446(3) 0.57912(5) 0.0572(6) Uani 1 1 d . . . . .
H26 H 0.7738 0.6450 0.5764 0.069 Uiso 1 1 calc R . . . .
C27 C 0.6199(2) 0.5354(3) 0.56274(5) 0.0542(6) Uani 1 1 d . . . . .
H27 H 0.6560 0.4618 0.5491 0.065 Uiso 1 1 calc R . . . .
C28 C 0.49572(19) 0.5347(2) 0.56650(4) 0.0438(5) Uani 1 1 d . . . . .
H28 H 0.4486 0.4630 0.5550 0.053 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 0.9300 . ?
C1 C2 1.362(2) . ?
C1 C14 1.427(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.416(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.358(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.430(2) . ?
C5 C6 1.399(3) . ?
C5 C14 1.439(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.397(2) . ?
C7 C8 1.432(2) . ?
C7 C12 1.437(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.358(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.439(3) . ?
C10 C11 1.373(2) . ?
C10 C15 1.472(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.428(2) . ?
C12 C13 1.399(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.402(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.355(2) . ?
C16 C17 1.492(2) . ?
C16 C23 1.492(3) . ?
C17 C18 1.402(3) . ?
C17 C22 1.399(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.390(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.383(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.378(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.384(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.389(3) . ?
C23 C28 1.398(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.384(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.378(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.382(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.386(3) . ?
C28 H28 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1 119.6 . . ?
C2 C1 C14 120.8(2) . . ?
C14 C1 H1 119.6 . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.50(19) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.71(18) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.02(19) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C14 118.19(17) . . ?
C6 C5 C4 122.61(18) . . ?
C6 C5 C14 119.20(16) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 C5 121.55(18) . . ?
C7 C6 H6 119.2 . . ?
C6 C7 C8 122.64(17) . . ?
C6 C7 C12 119.61(16) . . ?
C8 C7 C12 117.72(16) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 C7 121.59(17) . . ?
C9 C8 H8 119.2 . . ?
C8 C9 H9 119.3 . . ?
C8 C9 C10 121.49(17) . . ?
C10 C9 H9 119.3 . . ?
C9 C10 C15 123.09(16) . . ?
C11 C10 C9 117.87(17) . . ?
C11 C10 C15 118.94(17) . . ?
C10 C11 H11 118.8 . . ?
C10 C11 C12 122.50(18) . . ?
C12 C11 H11 118.8 . . ?
C11 C12 C7 118.77(16) . . ?
C13 C12 C7 118.73(16) . . ?
C13 C12 C11 122.49(17) . . ?
C12 C13 H13 119.0 . . ?
C12 C13 C14 121.93(18) . . ?
C14 C13 H13 119.0 . . ?
C1 C14 C5 118.74(16) . . ?
C13 C14 C1 122.30(18) . . ?
C13 C14 C5 118.96(17) . . ?
C10 C15 H15 115.5 . . ?
C16 C15 C10 129.04(19) . . ?
C16 C15 H15 115.5 . . ?
C15 C16 C17 121.10(18) . . ?
C15 C16 C23 121.92(17) . . ?
C17 C16 C23 116.94(15) . . ?
C18 C17 C16 122.24(17) . . ?
C22 C17 C16 120.65(17) . . ?
C22 C17 C18 117.10(18) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 C17 121.1(2) . . ?
C19 C18 H18 119.5 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.5(2) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 120.4 . . ?
C21 C20 C19 119.2(2) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 H21 119.7 . . ?
C20 C21 C22 120.7(2) . . ?
C22 C21 H21 119.7 . . ?
C17 C22 H22 119.3 . . ?
C21 C22 C17 121.5(2) . . ?
C21 C22 H22 119.3 . . ?
C24 C23 C16 119.98(17) . . ?
C24 C23 C28 118.50(18) . . ?
C28 C23 C16 121.52(17) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 C23 121.18(19) . . ?
C25 C24 H24 119.4 . . ?
C24 C25 H25 120.1 . . ?
C26 C25 C24 119.7(2) . . ?
C26 C25 H25 120.1 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.0(2) . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 119.8 . . ?
C26 C27 C28 120.4(2) . . ?
C28 C27 H27 119.8 . . ?
C23 C28 H28 119.9 . . ?
C27 C28 C23 120.1(2) . . ?
C27 C28 H28 119.9 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
